17 Hot Celebrities Kendall Jenner Has, Quote-Unquote, Dated
September 28, 2018
When it comes to 22-year-old
‘s “exes,” we’ve certainly seen it all. Whether it’s the alleged secret affair that she supposedly had with Kourtney’s ex-boyfriend, or the rumored “more than friends” relationship with model/bestie, Kendall Jenner Cara Delevigne, we can’t help but laugh at some of the celebs she’s been linked to in the past.
Of course, we can’t possibly forget about all of the rumored hookups and flings where we just have to shake our heads and wonder, WHY, Kendall?! We mean,
… really?! The truth of the matter is, Kenny can do SO much better than some of the celebs she’s dated and/or Chris Brown hooked up with in the past. The good news is, she’s still looking for that special someone. For now, though, check out all of Kenny’s ridiculous, scandalous and flat-out hilarious “relationships” right here:
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Considering she's been in the public eye since childhood, we have to give these two props for keeping their relationship a secret for over a year. Sadly, as with so many celebrity couples, once they shared their feelings with the world via Twitter and Instagram, it was already nearing its last leg.
Kendall and her model ex,
Julian Brooks, called it quits in August 2013 after he allegedly cheated on her. Don't worry, though, Kendall's gone on to date much more high-profile men and has never looked back. Bye, Julian!
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In 2013, rumors that the then 17-year-old Kendall and 21-year-old rapper
Young Jinsu were an item became the talk of the town. But LBR, doesn't everything the Kardashian-Jenners do (or in this case, date) become a national headline the next day?
After slashing rumors, our assumptions that the two were an item were eventually confirmed when Jinsu posted the silhouette of him and Kenny on his Instagram. This post was then followed up by an identical picture on Kendall's IG. Ah... young love!
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David M. Benett/Getty Images
NGL, we weren't super jealous when she was dating Julian Brooks or Young Jitsu, but we envied her hardcore when we found out she was dating none other than the prince himself,
Harry Styles. After the two were spotted on a dinner date in 2013, the Internet was flooded with questions about whether or not these two were, like, the real deal.
On Twitter, KJ shot down all the rumors, saying, "Enough with the rumors! I'm single, people!" However, the photos of Harry and Kendall
hooking up on a yacht in St. Barts some time later seemed to tell a different story.
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Ironically, after the Harry dating rumors died down (the first time), Kendall began "dating" Harry's friend and former tour-mate,
. The model was spotted in NYC with the Ashton Irwin 5 Seconds of Summer drummer, so that had to mean that they were an item... right?
At the time, both Kendall and Ashton denied the rumors, claiming that the relationship was solely platonic. To be fair, though, the brunette is pretty much the queen of denying romances, so who knows what the truth is at this point.
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Leon Bennett/Getty Images
Unlike the guys she dated before, Kendall decided to switch things up and
date an athlete beginning in August 2016. It wasn't very long before things got hot and heavy between the pair, but don't worry, this relaysh was approved by Kris Jenner
That's right, ladies and gents! Kris was supposedly the one who set Kendall up with the basketball player, who was 25 years old at the time. At just 18 years old though, it appeared that perhaps Kenny and Chandler were on different pages, which is perhaps why their alleged relationship didn't work out in the long haul. Oh, well!
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Xaume Olleros/Getty Images for Calvin Klein
If you remember, people were once speculating about whether or not Kendall and the "Friends" singer were more than just, well, friends. At one point, it seemed like they were constantly together, and on some occasions, they were even seen getting cozy with one another. So, what was the deal?
Despite the fact that it looked like these two were dating (or at the very least hooking up), Kendall said in an interview that Justin is just a very good friend of the family. Makes sense considering he was also rumored to be hooking up with older sister
Kourtney Kardashian. What can we say? It's very hard to keep up with the Kardashians.
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In the midst of all the Justin dating rumors, there was also
tons of buzz in the media and on the Internet that Kendall and BFF may have actually been more than friends, as well. While we're still not totally convinced, even we have to admit that the two seemed a closer than your average besties. Cara Delevingne
If you didn't keep a close eye on their friendship, Ken and the 25-year-old supermodel spent
a lot of time together, and every now and then they'd post a photo that made us question whether they were besties or S.O.s. Since then, however, Cara's been linked to a bunch of other celebs, including St. Vincent and Paris Jackson, so if anything was going on, it's clear they're both over it.
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Ugh. That's our only response to Kendall's alleged fling with rapper
. When the dating rumors began to surface, sources claimed that she was attracted to Chris for years, but, as we all know, he is not exactly the kind of company you want to keep. Chris Brown
In hindsight, it doesn't seem like much ever blossomed out of this relationship, and TBH, it's for the better. We mean... come on, Kendall! Hasn't he done enough damage already?
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Joe Jonas was dating Gigi Hadid, there were rumors that Nick was having a fling with her BFF, Kendall Jenner. NGL, it was definitely pretty well known that Joe and Gigi had every intention of setting them up, but we're going to assume that these two got bored of each other... and FAST.
Of course, this never amounted to anything more than a simple fling, if you can even call it that, but hey... you can't blame 'em for trying!
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Kevin Mazur/Getty Images for Kanye West Yeezy
What can we say? Just like big sister Kim, this girl clearly loves herself a rapper. In January 2015, the "God's Plan" artist was spotted leaving the same restaurant as Kendall, which probably means they were enjoying a nice meal
Since then, the rumors have died down that these two are dating, but hey... maybe all it took was one date for these two to figure out they weren't compatible. Whatever the case may be, the two moved on to other relationships and there's absolutely nothing wrong with that. Keep on keepin' on!
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Chris Weeks/Getty Images for Wildfox
According to tabloids back in February 2015, Kendall and
(a.k.a. Kourtney's ex-BF and father of her three children), had an affair. Obviously, these rumors were ridiculous and based on, well, absolutely nothing, but wait — they didn't end there. Scott Disick
Following the cheating scandal rumors, tabloid mags took it a step further and claimed that Kendall and Scott were having a child together and that they had gotten engaged. While this is exactly the kind of drama we watch
KUWTK for, this elaborate story was just that... a story. LOL.
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If you never quite believed the rumors that Kendall and Justin were dating, we may have found the reason why she was spotted on outings with him all the time:
If you're unfamiliar with who exactly Alfredo is, he's a good friend of The Biebs and has worked with him
a lot in the past. As you can tell from the photo, the pair had a blast at Coachella in 2015, which means that, clearly, they get along. But, in addition to that, they have spent a lot of intimate time together, leaving us to wonder if the two were just super tight friends, or if they were really seeing if things could work between them on a romantic level.
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Jason Miller/Getty Images
By the time Kendall began dating Cleveland Cavaliers player
in 2016, she'd already dated an NBA player before, so fans weren't all that surprised. That year, the two were spotted shopping together and on several nights out. They were even seen getting cozy with one another on a couple of occasions. Jordan Clarkson
Unfortunately, Jordan and Kendall didn't last long. After they broke up, they even awkwardly ran into one another one night while they were clubbing. Eek! So awk!
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Pierre Suu/GC Images
One of the most A-list relationships Kendall's been in recently was with rapper
A$AP Rocky. Although the two have remained quiet about their romance since they started dating in 2016, they didn't let the looming threat of tabloid reports keep them from a few romantic days out on the town.
By "the town," we obviously mean Paris, New York, and pretty much every romantic city we can think of. Sadly, just when we were starting to ship this pairing, the couple called it quits last fall. Onto the next, we suppose.
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Kevork Djansezian/Getty Images
Despite her iffy track record with professional basketball players, Kendall got together with
in August 2017. Of course, the news of the relationship was all over the web, and fans were concerned that, like her other NBA relationships, this one seemed too good to be true. Blake Griffin
Ultimately, it seems that may have been correct, because, by May 2018, Kendall and Blake called it quits. This could only mean one thing: it was time to back off athletes... at least for a little while.
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One of the most shocking celebs on this list has got to be Gigi and
Bella Hadid's younger brother, Anwar Hadid. Earlier this month, the Internet was set ablaze when TMZ released photos of Kendall and Anwar in an intense makeout sesh at a New York City afterparty.
Although we're still confused AF about this hookup and what exactly it means, we're going to have to assume (until further notice) that it was just a random, one-time thing. Why? Because she's actually dating someone else right now...
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Kendall couldn't stay away from athletes for long! Back in May, it was reported that she was dating Philadelphia 76er
. However, once that hookup with Anwar Hadid happened, we thought perhaps this relaysh was out the window. Fear not, friends, because it seems that somehow, these two are still an item. Ben Simmons
After those raunchy photos surfaced of Kendall and Anwar, the 22-year-old supermodel was seen out shopping with Ben. In our opinion, that only confirmed that they were still together. However, after four months of dating,
Us Weekly is now reporting that the couple is dunzo.